Happily Bent Over the Sink

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Tag: pegging

Ruby Ryder shares small purple dildo by Fuze used in a strap-on for pegging
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Happily Bent Over the Sink

Masturbation Month 2022 #5 (Link to Part One) Eager to be bent over the sink, Frank couldn’t get to the bedroom fast enough. He returned with the leather harness and thick purple cock, offering them to Cynthia. “No, we’re going

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Ruby Ryder shares chrome chastity cage to be worn during pegging
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Doing the Dishes and More

Masturbation Month 2022 #4 (Link to Part One) Doing the dishes felt the same as eating dinner; something he just needed to get through to finally get to the main event. So as Frank cleaned out in the shower, he

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Ruby Ryder shares stainless steel chastity cage for tease and denial during pegging
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The First Night

Masturbation Month 2022 #3 (Link to Part One) Somehow, Frank got through that day, sitting at his desk with the weight of the cage between his legs. He kept redirecting his thoughts back to work. Not an easy job when

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Ruby Ryder shares steel chastity cage in story of Frank as kitchen maid for a week
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At First it Felt Good

Masturbation Month 2022 #2 (Link to Part One) The cage felt good. That was a surprise. He sat there eating lunch at his desk and marveled at the sensation. Nice. Frank was beside himself with thoughts that had nothing to

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Ruby Ryder shares stainless steel chastity cage with lock for chastity play
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Seven Days as a Kitchen Maid

Masturbation Month 2022 #1 “Cynthia, where is the key?” Frank’s voice had an urgency to it that I’d never heard before. But after 5 days of his cock in prison, I understood his urgency. Frank was a very highly sexual

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Podcast #290 Steps Onto the Stage!

Letter from an appreciative Patron He struggles with shame due to pegging She wants to satisfy his desire for masochism during pegging He loves the anticipation and looking sexy for his partner He shares about letting go of the past

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Ruby Ryder shares colorful assortment of dildos for pegging in a pile on black satin cloth
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An Abundance of Penetralia

Dildos are dildos are dildos, right? Au contraire mon frère! The sheer abundance of penetralia can be mind boggling, confusing, as well as inspiring. The provocative curves, teasing twists, wild ridges, vivid colors, glittery sparkles, and metallic shimmers….wow! So many

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Ruby Ryder shares diagram of puborectalis muscle that can sometimes interfere with anal penetration
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The Puborectalis and Pegging

The Puborectalis and Pegging. What’s the Connection? There is a question that comes up pretty regularly in the various Pegging forum boards I frequent. It typically reads something like this, “When we do Pegging, about 3-4” in, it feels uncomfortable

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Ruby Ryder shares woman wearing military cap, black latex stockings and strap-on for pegging
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Podcast #289 is in the Room!

Listen to Pegging Paradise Podcast #289 No butts in the USA He discovers about real trust with pegging New to pegging but not solo play, he has size questions He lets go of the shame and guilt, and talks to

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Ruby Ryder shares long legged woman in red latex stockings and red strap-on with dildo
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Lend an Ear to Podcast #288

For your listening pleasure – it is indeed time to… Lend an Ear to Podcast #288! She offers more info re: chastity, cuckolding & humiliation questions He noticed men’s clothing ads in the US don’t show asses – WTF? Podcast

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